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Alkali metal-liquid ammonia reduction of γ-lactones to diols and cyclic hemiacetals: stereochemical influence by the neighbouring group on the nature

✍ Scribed by Asit K. Chkraborty; Bijali Saha; Chhanda Ray; Usha Ranjan Ghatak


Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
431 KB
Volume
43
Category
Article
ISSN
0040-4020

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✦ Synopsis


This is because the cyclic hemiacetal form engenders some flattering around the C-l,C-2,C-3 region which reduces van der Waals interactions due to the axial CH2Ph group; in the ringopened hydroxyaldehyde there is additional interaction between the axial CH2Ph group and adjacent quaternary centres. 9. We thank Dr. J.S. Yadav of RRL,'bmderabad for this reaction.