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The preparation and resolution of ch...

Nguyen, Jenna Thu.

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The preparation and resolution of chiral allylmolybdenum complexes and their applications in organic synthesis.

Record Type:	Electronic resources : Monograph/item
Title/Author:	The preparation and resolution of chiral allylmolybdenum complexes and their applications in organic synthesis./
Author:	Nguyen, Jenna Thu.
Description:	206 p.
Notes:	Source: Dissertation Abstracts International, Volume: 56-08, Section: B, page: 4309.
Contained By:	Dissertation Abstracts International56-08B.
Subject:	Chemistry, Inorganic. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=9541457

The preparation and resolution of chiral allylmolybdenum complexes and their applications in organic synthesis.
Nguyen, Jenna Thu.

The preparation and resolution of chiral allylmolybdenum complexes and their applications in organic synthesis. - 206 p.

Source: Dissertation Abstracts International, Volume: 56-08, Section: B, page: 4309.

Thesis (Ph.D.)--Yale University, 1995.

Methallylmolybdenum complexes, CpMo(NO)(Subjects--Topical Terms:

517253
Chemistry, Inorganic.

The preparation and resolution of chiral allylmolybdenum complexes and their applications in organic synthesis.
LDR:02384nmm 2200289 4500 001 1813731
005 20060503081245.5
008 130610s1995 eng d
035 $a (UnM)AAI9541457
035 $a AAI9541457
040 $a UnM $c UnM
100 1 $a Nguyen, Jenna Thu. $3 1903224
245 1 4 $a The preparation and resolution of chiral allylmolybdenum complexes and their applications in organic synthesis.
300 $a 206 p.
500 $a Source: Dissertation Abstracts International, Volume: 56-08, Section: B, page: 4309.
500 $a Director: J. W. Faller.
502 $a Thesis (Ph.D.)--Yale University, 1995.
520 $a Methallylmolybdenum complexes, CpMo(NO)( $\ eta\sp3 $- methallyl)X (X = Cl, Br, I and L $\ sp{\rm s} $) , were prepared and the resolution of this system was achieved. Enantiomerically pure (+)-CpMo(NO)( $\ eta\sp3 $- methallyl)X and diastereomerically pure CpMo(NO)( $\ eta\sp3 $- methallyl)L $\ sp{\rm s} $ were isolated and characterized. The reaction of these chiral methallylmolybdenum complexes with various aldehydes were investigated. Reactions with benzaldehyde, Roche's aldehyde and D-glyceraldehyde acetonide generated the corresponding chiral homoallylic alcohols in very high stereoselectivity.
520 $a (+)-CpMo(NO)( $\ eta\sp3 $- methallyl)(X) where X is NCO, NNN and NCS were prepared and characterized. The X-ray crystal data of (+)-CpMo(NO)( $\ eta\sp3 $- methallyl)(NCO) showed that there are two independent molecules present in the unit cell with significantly different bonding modes to NCO, one bent and one linear with respect to the $\ angle
520 $a (CpMo(NO)( $\ eta\sp3 $- $\ rm C\sb8H\sb{13})\rbrack \sp+ $ was investigated as a Lewis acid catalyst for the ene reaction. It was found that (CpMo(NO)( $\ eta\sp3 $- $\ rm C\sb8H\sb{13})\rbrack \sp+ $ can catalyze the reaction of chloral and isobutylene to yield $\ rm Cl\sb3C(OH)CH\sb2C(CH\sb3)=CH\sb2 $. The search for a chiral ligand that can act as a poison to make this reaction asymmetric was unsuccessful. By preparing the sulfoxide analog and separating the diastereomers, the resolution of CpMo(NO)( $\ eta\sp3 $- $\ rm C\sb8H\sb{13} $) I was achieved.
590 $a School code: 0265.
650 4 $a Chemistry, Inorganic. $3 517253
650 4 $a Chemistry, Organic. $3 516206
690 $a 0488
690 $a 0490
710 2 0 $a Yale University. $3 515640
773 0 $t Dissertation Abstracts International $g 56-08B.
790 1 0 $a Faller, J. W., $e advisor
790 $a 0265
791 $a Ph.D.
792 $a 1995
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=9541457