Artigo Revisado por pares

A Transition State for the Enantioselective Deprotonation ofN-Boc-Pyrrolidine with Isopropyllithium/(−)-Sparteine

2000; Wiley; Volume: 39; Issue: 12 Linguagem: Inglês

10.1002/1521-3773(20000616)39

ISSN

1521-3773

Autores

Kenneth B. Wiberg, William F. Bailey,

Tópico(s)

Asymmetric Hydrogenation and Catalysis

Resumo

The transition state during the highly enantioselective abstraction (see picture) of the pro-S atom of N-Boc-pyrrolidine 1 by the alkyllithium reagent iPrLi/(−)-sparteine was investigated using ab initio molecular orbital calculations. The stability of the transition states was found to be controlled by steric parameters.

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