ASYMMETRIZED TRIS(HYDROXYMETHYL)METHANE AS A HIGHLY STEREODIVERGENT CHIRAL BUILDING BLOCK - PREPARATION OF ALL 4 STEREOISOMERS OF PROTECTED 2-HYDROXYMETHYL-1,3-BUTANEDIOL

被引:17
作者
GUANTI, G [1 ]
BANFI, L [1 ]
NARISANO, E [1 ]
机构
[1] CTR STUDIO DIARILOIDI,CNR,I-16132 GENOA,ITALY
关键词
D O I
10.1016/S0040-4039(00)97081-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Monoacetate 3 is a synthetic equivalent of asymmetrized tris (hydroxymethyl)methane 1, which is a new chiral building block endowed with latent C3v symmetry. Thanks to this property, starling from a single enantiomer 3, it is possible to get not only both (R) and (S) aldehydes 7, but also all the stereoisomers deriving from addition of a C-nucleophile to 7, just relying on a single diastereocontrol (double stereodivergency). © 1990.
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页码:6421 / 6424
页数:4
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