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Remote Stereocontrol in Carbonyl Additions Promoted by Vinylstannanes
Author(s) -
Barbero Asunción,
Pulido Francisco J.,
Rincón Juan A.,
Cuadrado Purificación,
Galisteo Diego,
MartínezGarcía Henar
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20010601)40:11<2101::aid-anie2101>3.0.co;2-h
Subject(s) - chemistry
syn to tin is the preferred mode of addition of organolithium reagents to the carbonyl group of cyclic ketones with a β ‐stannylvinyl group. This remarkable remote control is a consequence of the anchoring of the organolithium reagent by the tin and carbonyl groups (see picture).