Tetrahedron Letters p. 2615 - 2618 (1994)
Update date:2022-08-02
Topics:
Deroose, Frederik D.
De Clercq, Pierre J.
A conceptually attractive enantioselective 12-step synthesis of (+)-biotin from L-cysteine is reported based upon an intramolecular 1,3-dipolar cycloaddition sequence involving as key-steps (i) the macrothiolactonisation of acid 3 to Z-olefin (4), (ii) the thermolysis of the ene carbamoyl azide 5 in water with direct formation of a mixture of the benzylated derivative of (+)-biotin 6a and 6b.
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Doi:10.1021/jo961479+
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