An Asymmetric Synthesis of (-)-Prelactone B

Avinash A. Salaskar; Narayan V. Mayekar; Anubha Sharma; Sandip K. Nayak; Angshuman Chattopadhyaya; Subrata Chattopadhyay

doi:10.1055/s-2005-916009

PAPER

An Asymmetric Synthesis of (-)-Prelactone B

Avinash A. Salaskar^a, Narayan V. Mayekar^b, Anubha Sharma^a, Sandip K. Nayak^a, Angshuman Chattopadhyaya^a, Subrata Chattopadhyay*^a
^a Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai - 400 085, India
^b Heavy Water Division, Bhabha Atomic Research Centre, Mumbai - 400 085, India
Fax: +91(22)5505151; e-Mail: schatt@apsara.barc.ernet.in;

Abstract

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Abstract

An efficient synthesis of (-)-prelactone B has been developed using 1,2-cyclohexylidene glyceraldehyde as the chiral template. The key features of the synthesis were stereoselective crotylation of 1,2-cyclohexylidene glyceraldehyde and enantioselective reduction of a ketone, as well as operational simplicity and use of inexpensive reagents/chemicals.

Key words

chiral template - enantioselective synthesis - prelactone B

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References

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