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ChemInform Abstract: Stereoselective Radical Addition of Tertiary Amines to (5R)-5-Menthyloxy-2[5H]-furanone: Application to the Enantioselective Synthesis of (-)-Isoretronecanol and (+)-Laburnine.

✍ Scribed by Samuel Bertrand; Norbert Hoffmann; Jean-Pierre Pete

Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Application to the Enantioselective Synthesis of (-)-Isoretronecanol and (+)-Laburnine.

-Compound (I) is an adduct of a stereoselective radical addition of a tertiary amine with (5R)-5-menthyloxy-2[5H]-furanone. It is readily transformed to (+)-laburnine (IV) in a three-step sequence. Similarly, (-) isoretronecanol (VI) is obtained from the adduct (V). -(BERTRAND, SAMUEL; HOFFMANN, NORBERT;

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