Synthesis of (S)-(+)-α-methoxymethyldihydrocoumarin: Absolute configuration of the reduced product in enantioselective radical-mediated reduction

Heterocycles

Volumn 46, Issue 1, 1997, Pages 517-522

  Murakata, Masatoshi ^a   Tsutsui, Hideyuki ^a   Hoshino, Osamu ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0009598163     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-97-s61     Document Type: Article

References (9)

1. Reviews: N. A. Porter, B. Giese, and D. P. Curran, Acc. Chem. Res., 1991, 24, 296;
2. W. Smadja, Synlett, 1994, 1 and references cited therein.
3. Reports on enantioselective radical reactions: (a) M. Murakata, H. Tsutsui, and O. Hoshino, J. Chem. Soc., Chem. Commun., 1995, 481.
4. (b) H. Urabe, K. Yamashita, K. Suzuki, K. Kobayashi, and F. Sato, J. Org. Chem., 1995, 60, 3576.
5. (c) J. H. Wu, R. Radinov, and N. A. Porter, J. Am. Chem. Soc., 1995, 117, 11029.
6. (d) M. Nishida, H. Hayashi, A. Nishida, and N. Kawahara, J. Chem. Soc., Chem. Commun., 1996, 579.
7. (e) M. P. Sibi and J. Ji, J. Am. Chem. Soc., 1996, 118, 9200.
8. The synthesis of (R)-(+)-2-benzyl-3-hydroxypropyl acetate using lipase has been reported: lipase-catalyzed transesterification: K. Tsuji, Y. Terao, and K. Achiwa, Tetrahedron Lett., 1989, 30, 6189;
9. lipase-catalyzed hydrolysis: K. Mori and N. Chiba, Liebigs Ann. Chem., 1989, 957.