Detail of "86106-16-3"
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Reference
- Thia-acyliminium olefin cyclizations
- Hamersma, J. A. M. 86106-16-3 is the cas registry number of certain chemical which is used as reagents here.; Speckamp, W. N. (Lab. Org. Chem., Univ. Amsterdam, Amsterdam 1018 WS, Neth.). Tetrahedron, 38(22), 3255-66 (English) 1982. CODEN: TETRAB. ISSN: 0040-4020. DOCUMENT TYPE: Journal CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Section cross-reference(s): 22 Regioselective NaBH4/H+ redn. of thiazolidinediones substituted at the N atom with different p-nucleophiles gave hydroxy lactams in good yields. E.g., redn. of I (RR1 = O) with NaBH4 in EtOH at 0° for 4 h gave 77% I (R = H, R1 = OH) (II). The hydroxy lactams were stereoselectively cyclized in HCO2H to give various heterocycles. Thus, treatment of II with HCO2H at room temp. for 18 h gave 92% III. The stereoselective prepn. of IV in 87% yield through cyclization of (Z)-V is reported. .


