Preparation and solvolysis of trans-3-vinylcyclopentyl bromide

Conjugate Addition Reactions Mediated by Samarium(II) Iodide

“…Ethyl (1 R */ S *,2 R *,5 R *)-Bicyclo[2.2.1]heptane-1-acetate (29a). 29a was prepared from ethyl ( E )-4-[(1 R* ,3 R* / S* )-3-iodocyclopentyl]-2-butenoate, 28a , according to the general cyclization procedure outlined for the preparation of 10a to afford the desired cyclized product as a 2:1 mixture of diastereomers in 85% yield after flash column chromatography with 2% EtOAc/hexanes: 1 H NMR (400 MHz, CDCl 3 ) δ 4.09 (q, J = 7.23 Hz, 2H), 2.30−2.19 (m, 2H), 2.14−2.06 (m, 2H), 1.86 (m, 2H), 1.48 (m, 3H), 1.33−1.20 (m, 2H), 1.23 (t, J = 7.23 Hz, 3H), 1.14−1.01 (m, 2H); 13 C NMR (100 MHz, CDCl 3 ) δ 173.58, 173.15, 60.02, 41.27, 41.07, 40.12, 39.72, 38.40, 37.66, 37.60, 37.04, 36.67, 36.56, 36.39, 35.15, 29.30, 29.72, 28.50, 22.56, 14.23; IR (neat) 1731.9 cm -1 ; LRMS (EI + ) m/z 182 (64), 153 (63), 137 (100), 113 (81), 95 (98), 88 (99), 79 (40), 67 (98), 61 (23), 55 (30), 41 (52), 29 (62). Anal.…”

Intermolecular C−H Insertions and Cyclization Reactions Involving a Stable Germylene

“…A number of transition and lanthanide metal-based chemistries have been previously reported. − In this paper, novel germylene-based intermolecular C−H insertions are reported for acetonitrile, phenyl acetonitrile, propionitrile, and succinonitrile. While exploring the generality of germylene insertion into the α-C−H of bond nitriles, it was discovered that adiponitrile cyclizes in a fashion reminiscent of the Thorpe−Zeigler reaction. , However, an unprecedented C−CN bond breaking step leading to the formation of a Ge−CN bond also occurs.…”

β‐Ketoesters: An Overview and It's Applications via Transesterification

“…Dieckmann condensation is the base-catalysed intramolecular condensation [12,13] of a diester and also known as intramolecular Claisen condensation for the synthesis of cyclic β-ketoester introduced by German chemist Walter Dieckmann. [14] The Dieckmann condensation (Scheme 6) is more suitable for the preparation of 5-or 6-membered cyclic β-keto esters.…”