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IJC-B Vol.46B [2007] >
IJC-B Vol.46B(06) [June 2007] >

Title: Do the electronic effects of sulfur indeed control theπ-selectivity of ´/-sulfenyl enones? Further evidence
Authors: Babu, K Ganesh
Yadav, Veejendra K
Keywords: ϒ-Sulfenyl enones
ϒ-Sulfonyl enones
Hydride reduction
Electronic effects
Steric effects
Issue Date: Jun-2007
Publisher: CSIR
Abstract: The reductions of ϒ-sulfenyl and ϒ-sulfonyl enones with NaBH₄ and LiAlH₄ lead to highly reduced anti-to-S selectivity. The selectivity turns even syn-to-S in some instances. These results underline the significance of steric effects arising from the bulk of the reducing agent and the substituent on S, on one hand, and negate any substantial role of the electronic effects of S on the observed diastereocontrol as reported previously, on the other hand.
Page(s): 1001-1003
ISSN: 0376-4699
Source:IJC-B Vol.46B(06) [June 2007]

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