Biomedical Engineering Reference
In-Depth Information
SCHEME 7.13
Conversion of tetrahydroquinoline into natural product-like tricyclic derivatives by a ring-closing metathesis. Reagents
and conditions: (i) 4-pentenoic acid, DMAP, DIC; (ii) piperidine; (iii)
trans
-crotonoyl chloride, 2,4,6-collidine; (iv) Pd(PPh
3
)
4
, PPh
3
,
4-methyl morpholine, AcOH; (v) BzCl, 2,4,6-collidine; (vi) Grubbs II; (vii) HF
ยท
pyridine; (viii) 4-pentenoyl chloride, 2,4,6-collidine.