Synthesis of Derivatives of the Optically Active β‐Amino Acids from (+)‐Car‐2‐ene |
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| Authors: | Ekaterina A. Koneva Konstantin P. Volcho Yuri V. Gatilov Dina V. Korchagina Georgi E. Salnikov Nariman F. Salakhutdinov |
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| Affiliation: | N.?N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090 Novosibirsk, Russian Federation (fax: +7?383?3309752) |
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| Abstract: | The reaction of (+)‐car‐2‐ene ( 4 ) with chlorosulfonyl isocyanate (=sulfuryl chloride isocyanate; ClSO2NCO) led to the tricyclic lactams 6 and 8 corresponding to the initial formation both of the tertiary carbenium and α‐cyclopropylcarbenium ions (Scheme 2). A number of optically active derivatives of β‐amino acids which are promising compounds for further use in asymmetric synthesis were synthesized from the lactams (see 16, 17 , and 19 – 21 in Scheme 3). |
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| Keywords: | (+)‐Car‐2‐ene Amino acids Asymmetric synthesis Lactams X‐Ray crystallography |
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